Red reactive dye compound, red reactive dye composition, and preparation method and application thereof
阅读说明：本技术 一种红色活性染料化合物、一种红色活性染料组合物及其制备方法和用途 (Red reactive dye compound, red reactive dye composition, and preparation method and application thereof ) 是由 柳长江 丁兴成 陆军 田平 叶宝珠 于 2020-04-23 设计创作，主要内容包括：一种式(I)化合物、一种红色活性染料组合物及其制备方法和用途,该红色活性染料组合物包括如式(I)化合物中一种或多种化合物组成的组分A和任选的助剂。该红色活性染料组合物具有良好的固色率、色牢度,染色后色光鲜艳,能广泛应用于纤维素纤维、蛋白质纤维等含羟基或含氮纤维材料染色或印花。<Image he="455" wi="700" file="DDA0002463089250000011.GIF" imgContent="drawing" imgFormat="GIF" orientation="portrait" inline="no"></Image>(A compound of formula (I), a red reactive dye composition and its preparation method and use, the red reactive dye composition includes component A and optional compounding chemicals that one or more compounds make up in the compound of formula (I). The red reactive dye composition has good color fixing rate and color fastness, has bright color light after dyeing, and can be widely applied to dyeing or printing of hydroxyl-containing or nitrogen-containing fiber materials such as cellulose fibers, protein fibers and the like.)
1. A compound of the formula (I),
wherein M is1Is lithium, sodium or potassium; r1Is H, (C)1-C2) -alkyl, or (C)1-C2) -an alkoxy group; r2Is H, (C)1-C2) Alkyl of (A), (B) or (C)1-C2) Alkoxy group of (a); r3is-CH ═ CH2or-C2H4OSO3M2，M2Is lithium, sodium or potassium.
2. A process for the preparation of a compound of formula (I) as defined in claim 1, characterized in that it comprises the following steps:
wherein M is1、R1、R2、R3As defined in claim 1;
(1) carrying out diazotization reaction on a compound shown as a formula (a) to obtain corresponding diazonium salt;
(2) coupling the compound shown in the formula (b) with the diazonium salt in the step (1) to obtain a coupling compound.
3. A red reactive dye composition, comprising a component a consisting of one or more compounds of formula (I) as shown in claim 1, and optionally auxiliaries:
wherein M is1Is lithium, sodium or potassium; r1Is H, (C)1-C2) -alkyl, or (C)1-C2) -an alkoxy group; r2Is H, (C)1-C2) Alkyl of (A), (B) or (C)1-C2) Alkoxy group of (a); r3is-CH ═ CH2or-C2H4OSO3M2，M2Is lithium, sodium or potassium.
4. The red reactive dye composition according to claim 3, wherein the component A is selected from one or more compounds of formulae (I-1) to (I-5),
5. the red reactive dye composition according to claim 3 or 4, wherein the auxiliary agent is selected from one or more of a dispersant, a filler and other performance improvement auxiliary agents;
optionally, the dispersant is selected from one or more of dispersant MF and dispersant NNO, the filler is anhydrous sodium sulphate, and the other performance improvement auxiliary agent is selected from one or more of an anti-dust agent, a solubility improvement agent, an alkali resistance auxiliary agent, a surfactant, a buffering agent and an accelerating agent.
6. A red reactive dye composition according to any one of claims 3 to 5 wherein component A is present in an amount of 30 to 100 parts by weight and the auxiliary is present in an amount of 0 to 70 parts by weight.
7. A process for preparing a red reactive dye composition according to any one of claims 3 to 6, which comprises mixing the dry powder or slurry of component A and optional auxiliaries, and optionally drying.
8. Use of the red reactive dye composition according to any one of claims 3 to 6 as a red reactive dye.
9. Use according to claim 8, wherein the red reactive dye composition is used in printing of fibres or textiles thereof, optionally including dyeing or printing.
10. The use according to claim 8, characterized in that the red reactive dye composition is used for printing and dyeing cellulose fibers, protein fibers, polyamide fibers or woven and blended fabrics thereof;
optionally, the cellulosic fibers include cotton fibers, hemp fibers, and regenerated fibers;
optionally, the protein fibers include wool, silk, and wool fabrics;
optionally, the red reactive dye is used for printing and dyeing cotton fibers or regenerated fibers.
Technical Field
The invention relates to a red reactive dye compound, a red reactive dye composition, a preparation method and application thereof.
Background
With the improvement of living standard, people have higher and higher requirements on textile products, so that the requirements of the dye market on the dyeing performance and the dyeing process of the reactive dye are more and more strict, which promotes the development of the reactive dye towards the aspect of improving the application performance. The reactive red dye has a large market occupation amount, and is required to have good washing fastness, perspiration fastness and dyeing reproducibility, and high lifting power and color fixing rate. In order to improve the dyeing performance of the dye and enable the dye to have good dyeing effect, a plurality of red reactive dye patents appear in the industry. Many current red reactive dye varieties have difficulty in having the above comprehensive properties, such as disclosed in patent publication CN 106810905A.
Disclosure of Invention
The invention provides a red reactive dye compound and a red reactive dye composition comprising the compound, wherein the dye composition has bright color and high fixation rate, has excellent color fastness performances such as washing resistance, friction resistance, perspiration resistance and the like, is suitable for printing and dyeing of fibers or textile materials thereof, and is an environment-friendly reactive dye.
In one aspect, there is provided a compound of formula (I),
wherein M is1Is lithium, sodium or potassium; r1Is H, (C)1-C2) -alkyl, or (C)1-C2) -an alkoxy group; r2Is H, (C)1-C2) Alkyl of (A), (B) or (C)1-C2) Alkoxy group of (a); r3is-CH ═ CH2or-C2H4OSO3M2，M2Is lithium, sodium or potassium.
In another aspect, there is provided a process for the preparation of a compound of formula (I) as defined above, comprising the steps of:
wherein M is1、R1、R2、R3As defined in claim 1;
(1) carrying out diazotization reaction on a compound shown as a formula (a) to obtain corresponding diazonium salt;
(2) coupling the compound shown in the formula (b) with the diazonium salt in the step (1) to obtain a coupling compound.
In a further aspect, a red reactive dye composition is provided, which comprises a component A consisting of one or more compounds in the compound shown in the formula (I) and optional auxiliary agents;
wherein M is1Is lithium, sodium or potassium; r1Is H, (C)1-C2) -alkyl, or (C)1-C2) -an alkoxy group; r2Is H, (C)1-C2) -alkyl, or (C)1-C2) -an alkoxy group; r3is-CH ═ CH2or-C2H4OSO3M2，M2Is lithium, sodium or potassium.
Optionally, the component A is selected from one or more compounds in formulas (I-1) to (I-5),
in the present invention, the selection of the above-mentioned auxiliary is not particularly limited, and may be a conventional auxiliary. Preferably, the above-mentioned auxiliary agent is selected from one or more of a dispersant, a filler, and other performance-improving auxiliary agents.
Preferably, the dispersant is one or more selected from the group consisting of a methylnaphthalenesulfonic acid formaldehyde condensate (dispersant MF), a naphthalenesulfonic acid formaldehyde condensate (NNO), and a benzylnaphthalenesulfonic acid formaldehyde condensate (dispersant CNF).
Preferably, the filler is sodium industrial sulfate (anhydrous sodium sulfate).
Preferably, the other performance improvement auxiliary agent is one or more selected from a dust-proof agent, a solubility improvement agent, an alkali resistance auxiliary agent, a surfactant, a buffer, and an accelerating agent.
The invention also provides a preparation method of the red reactive dye composition, which is characterized by comprising the steps of mixing the component A and optional auxiliary agents, and carrying out an optional drying process.
In the present invention, the apparatus for mixing the dry powder is not particularly limited, and preferably, the dry powder is mixed by a conical, roller or pear cutter type mixer, mixed uniformly, and then packaged after test analysis is qualified. The method for mixing the slurry is not particularly limited, and preferably, the slurry is stirred and mixed in a vessel. In the present invention, the equipment used in the drying process is not particularly limited, and it is preferable to dry the product in the form of granules or powder by using a spray tower, a drying room, a flash dryer, or the like.
The invention also provides the application of the red reactive dye composition as a red reactive dye.
Optionally, the red reactive dye composition is used for printing and dyeing fibers or textiles thereof, and optionally, the printing and dyeing comprises dyeing or printing.
Further preferably, the red reactive dye composition is used for printing and dyeing cellulose fibers, protein fibers, polyamide fibers or woven fabrics and blended fabrics thereof.
Still more preferably, the above cellulose fibers include cotton fibers, hemp fibers and regenerated fibers;
optionally, the protein fibers include wool, silk, and wool fabrics.
Still more preferably, the above red reactive dye composition is used for printing and dyeing of cotton fibers or regenerated fibers.
The red reactive dye composition has the following advantages: bright color, high color fixing rate, and excellent color fastness such as washing resistance, friction resistance, perspiration resistance and the like. The red reactive dye is suitable for printing and dyeing cellulose fiber materials, such as cotton, hemp, regenerated fibers and textiles thereof, and is also suitable for printing and dyeing protein fibers, polyamide fibers and textiles thereof.
Detailed Description
The present invention will be further described with reference to the following specific examples, but the scope of the present invention is not limited thereto.
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